House holiday rentals in Chesterfield
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Top-rated house rentals in Chesterfield
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesterfield house rentals
House rentals with a pool
Home in Rowsley
4.84 out of 5 average rating, 150 reviewsThe Round House - family house with indoor pool
1–8 Apr
Home in Derbyshire
4.88 out of 5 average rating, 51 reviewsFamily Fun Party House! Pool, Bar, Sauna, Cinema.
10–17 Feb
Home in Ashbourne
4.82 out of 5 average rating, 22 reviewsCharming Cottage with Indoor Swimming Pool
7–14 Jan
Home in Doncaster
4.95 out of 5 average rating, 88 reviewsLarge Modern Décor 3 Bed with Driveway & Garden
6–13 Oct
Home in Alport
4.89 out of 5 average rating, 9 reviewsPeak District Manor: Pool + Hot Tub + Fire Pit
6–13 Nov
Home in Carsington
5.0 out of 5 average rating, 10 reviewsThe Manor - Grade II listed farmhouse with hot tub
1–8 Nov
Home in Derbyshire
4.9 out of 5 average rating, 29 reviewsLuxurious 4 bedroom townhouse in Buxton
15–22 Dec
Home in Bakewell
4.7 out of 5 average rating, 10 reviewsLove Nest - an intimate hideaway
10–17 Jan
Weekly house rentals
Home in Tibshelf
4.97 out of 5 average rating, 286 reviewsHunters Cottage. Wheatsheaf Mews
3–10 Sep
Home in Ashford in the Water
4.92 out of 5 average rating, 193 reviewsEnd Cottage, Ashford in the Water, Near Bakewell
8–15 Apr
Home in Stoney Middleton
4.92 out of 5 average rating, 364 reviewsThe Annexe, Avenue Close
15–22 Mar
Home in Hope
4.99 out of 5 average rating, 181 reviewsThe Nook - an idyllic rural bolt hole...
17–24 Feb
Home in Nottinghamshire
4.98 out of 5 average rating, 107 reviewsCosy terrace house in Worksop town centre
9–16 Oct
Home in Winster
4.96 out of 5 average rating, 313 reviewsGorgeous romantic cosy cottage retreat with views
29 Apr – 6 May
Home in Middleton-by-Youlgrave
5.0 out of 5 average rating, 168 reviewsThe Stables House, Lomberdale Hall. 4 to 7 guests
13–20 Jan
Home in Hathersage
4.95 out of 5 average rating, 276 reviewsStunning 17th Century Mill in Derbyshire
25 Jun – 2 Jul
Private house rentals
Home in Totley
4.86 out of 5 average rating, 114 reviewsElegant Retreat Nook at Peak District Gateway
18–25 Aug
Home in Youlgreave
4.85 out of 5 average rating, 207 reviewsPeak District cottage in Youlgreave - great walks
26 Jan – 2 Feb
Home in Kirkby in Ashfield
4.86 out of 5 average rating, 143 reviewsTraditional Terrace cottage. M1 /A38.
18–25 Oct
Home in Youlgreave
4.99 out of 5 average rating, 134 reviewsRecently renovated 'barn' -a really comfy cottage.
18–25 Dec
Home in Doveridge
4.99 out of 5 average rating, 525 reviewsStylish self contained home close to Alton Towers
13–20 Apr
Home in Baslow
4.97 out of 5 average rating, 127 reviewsPeaceful hideaway Baslow Chatsworth, Peak District
11–18 Apr
Home in Derbyshire
4.99 out of 5 average rating, 203 reviewsChert Cottage, Great Longstone, Bakewell Peak Dist
1–8 Apr
Home in Derbyshire
4.81 out of 5 average rating, 48 reviewsBright - 2 Bedroomed House in Derbyshire
28 Sep – 5 Oct
Quick stats about house rentals in Chesterfield
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.7K reviews
Nightly prices starting at
$50 NZD before taxes and fees
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